Diethyl Ether → HCID 14188985, compound

Participants

Reaction Steps

15.7 ml of stearoyl chloride dissolved in 50 ml of anhydrous stearoyl chloride were added dropwise within 1 hour to 46 mmoles of 1-O-tosyl-glycerol dissolved in 100 ml of anhydrous chloroform containing 4.25 ml of anhydrous pyridin at 0° C., according to the method of De HAAS and Van DEENEN Recueil. Trav. Chim. Pays-Bas 80 (1961)(951-970). After 24 hours at room temperature the reaction mixture was diluted by 150 ml of ether and poured in 150 ml of ice-cold 0.5 NH2SO4. The organic phase obtained was washed with ice-cold solutions of HN2SO4 and of half-saturated aqueous solutions of NaCl, then dried on Na2SO4 and concentrated. Ether was added to the syrup obtained and left overnight at -10° C. After filtration there were obtained 3.2 g of 1-tosyl-glycerol-2,3-distearate (III): MP=55°-57° C.

Provenance & Evidence